• Bulletin of the Korean Chemical Society
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• v.29 no.6
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• pp.1097-1098
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• 2008

• The Plant Pathology Journal
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• v.17 no.6
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• pp.367.2-367
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• 2001

• Archives of Pharmacal Research
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• v.29 no.1
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• pp.26-33
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• 2006

Some new derivatives of 1,2,4-triazolo[2,3-a]benzimidazoles were synthesized through the reaction of 1,2-diaminobenzimidazole with carbon disulfide. The resulting 1,2,4-triazolo-[2,3a]benzimidazole-2-thione intermediate was reacted with one equivalent of alkyl halides to give the corresponding 2-alkylthio derivatives, which were further alkylated through the reaction with another one equivalent of different alkyl halides to afford the target compounds; 1-alkyl-2alkylthio-1,2,4-traizolo[2,3-a]benzimidazoles. On the other hand, the 1,2-disubstituted derivatives with two identical alkyl substituents were prepared by the reaction of 1,2,4-triazolo[2,3-a]benzimidazole-2-thione with two equivalents of the alkyl halides. The structures of the new compounds were assigned by spectral and elemental methods of analyses. The synthesized compounds were tested for their antibacterial and antifungal activities. Most of the tested compounds proved comparable results with those of ampicillin and fluconazole reference drugs. The study indicated that, the antibacterial as well as the antifungal activities of the test compounds were improved with increase in the bulkiness of the introduced alkyl groups. Also, some active antibacterial compounds were tested for their antimycobacterial activity. All the test compounds showed equipotent antitubercular activity as that of INH as a reference drug.

• The Plant Pathology Journal
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• v.22 no.1
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• pp.1-6
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• 2006

The population shifts of Monilinia fructicola isolates which were resistant to the fungicide benzimidazoles were investigated in four regions of Korea from 1998 to 2000. The isolation frequency of benzimidazole-resistant isolates ranged from 18.8% to 29.6% in Chongdo and from $22.0\%$ to $26.8\%$ in Gyeongsan during the same period. However, the frequency of benzimidazoleresistant isolates was less than $4.0\%$ in Chochiwon and Youngduk during the same period. Benzimidazoleresistant isolates showed cross-resistance among benzimidazoles. On the other hand, none of the isolates showed cross-resistance to diethofencarb and carbendazim. Regardless of the year, the benzimidazole-resistant isolates of $EC_{50}$ higher than 500 $\mug%$ a.i./ml were isolated more frequently in mid and late season than in early season. In an orchard of Gyeongsan that had not been exposed to any fungicides for several years, the population of benzimidazole-resistant isolate had persisted without much fluctuation for three years. These results suggest that benzimidazole resistance of M. fructicola is becoming a problem in controlling brown rot and blossom blight of peach in regions like Chongdo and Gyeongsan.

• Archives of Pharmacal Research
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• v.21 no.5
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• pp.599-609
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• 1998

In search for new antitumor agents, twelve 6-aziridinylbenzimidazole derivatives were synthesized and their cytotoxicities were tested against three cancer cell lines (mouse lymphocytic leukemia P388 and B16, and human gastric carcinoma SNU-16). From 4-amino-3-nitrotoluene as the starting material, 2-(acetoxymethyl)benzimidazoles (5a-d) were obtained by Phillips reaction. These benzimidazoles were then reacted with Fremy's salt to give a mixture of three 2-(acetoxymethyl) (8a-c) and four 2-(hydroxymethyl)benzimidazole-4,7-diones (9a-d). Addition of these quinones with aziridine afforded 6-aziridinyl-2-(acetoxymethyl) (10a-c) and 6-aziridinyl-2-(hydroxymethyl)benzimidazole-4,7-diones (11a-d). Utilizing 2-(hydroxymethyl)benzimidazole-4,7-diones (9b,d), esters 10d and 13e-h were prepared by the sequential reactions of esterification and addition. The synthesized compounds show potent cytotoxicity against all of three cell lines tested. The cytotoxicities of 10a-d or 11a-d against SNU-16 were wuperior to those of 13e-h, and were equal to or slightly higher than that of mitomycin C. compounds 11a-d were slightly more cytotoxic than 10a-d in all cell lines tested.

• Bulletin of the Korean Chemical Society
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• v.24 no.2
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• pp.189-192
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• 2003

The reaction of 4-(2-methylaziridin-1-yl)-3-ureidobenzotrifluorides 4 with triphenylphosphine, carbon tetrachloride, and triethylamine (Appel's condition) led to the corresponding carbodiimides 5, which underwent intramolecular cycloaddition reaction with aziridine under the reaction condition to give the benzimidazolefused heterocycles, 2,3-dihydro-1H-imidazo[1,2-a]benzimidazoles 8 and 12,13-dihydro-5H-benzimidazo[2,3-b] [1,3]benzodiazepines 9.

• YAKHAK HOEJI
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• v.36 no.1
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• pp.7-11
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• 1992

2-Substituted benzimdazoles were prepared by reacting o-phenylenediamine with acid chlorides, which has advantages over the known synthetic procedures. The compounds prepared showed no significant antiinflammatory activity, thus are of no interest as antiinflammatory agents.

• Archives of Pharmacal Research
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• v.25 no.1
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• pp.28-38
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• 2002

A series of Schiff's benzimidazole bases, thiosemicarbazides were synthesized, azole ring systems as 1,3,4-triazole, 1,3,4-oxadiazole were prepared. 1-Methylbenzimidazole incorporated to substituted dithio-carbamate, thiophenol, diethylamine via acetamido group were synthesized. A series of pyrimidinobenzimidazoles, triazinobenz-imidazoles, and 2-(acetonylamino)-1-methyl-benzimidazole were prepared. The antimicrobial and molluscicidal activities of some newly prepared compounds were carried out.

• Asian Pacific Journal of Cancer Prevention
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• v.13 no.8
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• pp.4075-4079
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• 2012

Benzimidazoles 1-4 were obtained using modified synthesis methods and studied for their ability to inhibit cell proliferation of colon cancer cell HCT-116 and breast cancer cell MCF-7 using MTT assays. In the HCT-116 cell line, benzimidazole 2 was found to have an $IC_{50}$ value of $16.2{\pm}3.85{\mu}g/mL$ and benzimidazole 1 a value of $28.5{\pm}2.91{\mu}g/mL$, while that for benzimidazole 4 was $24.08{\pm}0.31{\mu}g/mL$. In the MCF-7 cell line, benzimidazole 4 had an $IC_{50}$ value of $8.86{\pm}1.10{\mu}g/mL$, benzimidazole 2 a value of $30.29{\pm}6.39{\mu}g/mL$, and benzimidazole 1 a value of $31.2{\pm}4.49{\mu}g/mL$. Benzimidazole 3 exerted no cytotoxity in either of the cell lines, with $IC_{50}$ values $>50{\mu}g/mL$. The results suggest that benzimidazoles derivatives may have chemotherapeutic potential for treatment of both colon and breast cancers.

• Archives of Pharmacal Research
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• v.27 no.2
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• pp.156-163
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• 2004

Some benzimidazole derivatives namely 1-[(substituted thiocarbamoylhydrazine carbonyl) methyl]-2-phenyl-1 H-benzimidazoles (1a-13a), N-[(2-phenylbenzimidazol-1-yl methyl)-[1,3,4]-thiadiazole-2-yl]-substituted phenyl amines (1b-13b) and 5-(2-phenyl benzimidazol-1-yl-methyl)-4-substituted phenyl-4H-1,2,4-triazole-3-thiones (1c-13c) were synthesized, and their in vitro effects on the rat liver microsomal NADPH-dependent lipid peroxidation (LP) levels were determined. The most active compound 10a caused an 84％ inhibition of LP at $10^{-3}$ M, which is better than that of butylated hydroxytoluene (BHT) (65％).